4-Formylphenyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: 4-Formylphenyl 4-methylbenzenesulfonate
• CAS No.: 80459-48-9
• Molecular Formula: C14H12O4S
• Molecular Weight: 276.313
• DSSTox Substance ID: DTXSID70408559
• Nikkaji Number: J1.531.355B
• Wikidata: Q82214071
• Mol file: 80459-48-9.mol

Synonyms:4-formylphenyl 4-methylbenzenesulfonate;80459-48-9;(4-formylphenyl) 4-methylbenzenesulfonate;4-formylphenyl 4-methylbenzene-1-sulfonate;SCHEMBL2236226;DTXSID70408559;UPOKXWYTSBUETD-UHFFFAOYSA-N;MFCD00686443;4-formylphenyl4-methylbenzenesulfonate;AKOS000295146;VS-07536;CS-0205871;FT-0757609;(4-formyl-phenyl)4-methylbenzene-1-sulfonate;toluene-4-sulfonic acid 4-formyl-phenyl ester;A922643

Chemical Property of 4-Formylphenyl 4-methylbenzenesulfonate

Chemical Property:

• PSA: 68.82000
• LogP: 3.65600
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 276.04563003
• Heavy Atom Count: 19
• Complexity: 382

Purity/Quality:

99% ^*data from raw suppliers

4-Formylphenyl4-methylbenzenesulfonate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2=CC=C(C=C2)C=O

Technology Process of 4-Formylphenyl 4-methylbenzenesulfonate

There total 11 articles about 4-Formylphenyl 4-methylbenzenesulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + p-toluenesulfonyl chloride (98-59-9) → 4-tosyloxybenzaldehyde (80459-48-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2021.153017

Reference yield: 87.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + 4-(tosyloxy)phenyl trifluoromethanesulfonate → 4-tosyloxybenzaldehyde (80459-48-9)

Guidance literature:

With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium acetate; In acetonitrile; at 25 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.202001328

Reference yield: 84.0%

4-hydroxybenzaldehyde 4-methylbenzenesulfonate ester (24962-55-8) + 9-methyl-9H-fluorene-9-carbonyl chloride (82102-37-2) → 4-tosyloxybenzaldehyde (80459-48-9)

Guidance literature:

With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; potassium formate; tetra-(n-butyl)ammonium iodide; tricyclohexylphosphine tetrafluoroborate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In acetonitrile; at 80 ℃; for 18h; Reagent/catalyst; Solvent; Sealed tube; Glovebox; Inert atmosphere;

DOI:10.1021/jo400741t

upstream raw materials:

4-hydroxy-benzaldehyde

p-toluenesulfonyl chloride

4-hydroxybenzaldehyde 4-methylbenzenesulfonate ester

potassium formate

Downstream raw materials:

4-hydroxy-benzaldehyde

N-methyl-p-toluenesulfonylamide

Toluene-4-sulfonic acid 4-((S)-1-hydroxy-but-3-enyl)-phenyl ester

(2E)-3-[4-(toluene-4-sulfonyloxy)phenyl]-2-propenoic acid ethyl ester

Refernces

• 1、 Dogra, Nilambra,Kaur, Ramandeep,Kumar, Rajnish,Yadav, Ashok Kumar. "Design, synthesis, biological evaluations and in silico studies of sulfonate ester derivatives of 2-(2-benzylidenehydrazono)thiazolidin-4-one as potential α-glucosidase inhibitors". . . Retrieved 2021/08/23.
• 2、 Rerkrachaneekorn, Tanawat,Tankam, Theeranon,Sukwattanasinitt, Mongkol,Wacharasindhu, Sumrit. "NaI-mediated oxidative amidation of benzyl alcohols/aromatic aldehydes to benzamides via electrochemical reaction". supporting information. . Retrieved 2021/04/15.